CHEBI:145673 - tandospirone

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ChEBI Name tandospirone
ChEBI ID CHEBI:145673
Definition A dicarboximide that is (3aR,4S,7R,7aS)-hexahydro-1H-4,7-methanoisoindole-1,3(2H)-dione which is substituted by a 4-[4-(pyrimidin-2-yl)piperazin-1-yl]butyl group at position 2. It is a potent and selective 5-HT1A receptor partial agonist (Ki = 27 nM).
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C21H29N5O2
Net Charge 0
Average Mass 383.496
Monoisotopic Mass 383.23213
InChI InChI=1S/C21H29N5O2/c27-19-17-15-4-5-16(14-15)18(17)20(28)26(19)9-2-1-8-24-10-12-25(13-11-24)21-22-6-3-7-23-21/h3,6-7,15-18H,1-2,4-5,8-14H2/t15-,16+,17+,18-
InChIKey CEIJFEGBUDEYSX-FZDBZEDMSA-N
SMILES [C@]12([C@@]([C@@]3(C[C@]1(CC3)[H])[H])(C(N(C2=O)CCCCN4CCN(CC4)C5=NC=CC=N5)=O)[H])[H]
Roles Classification
Chemical Role(s): Bronsted base
A molecular entity capable of accepting a hydron from a donor (Bronsted acid).
(via organic amino compound )
Application(s): antidepressant
Antidepressants are mood-stimulating drugs used primarily in the treatment of affective disorders and related conditions.
anxiolytic drug
Anxiolytic drugs are agents that alleviate anxiety, tension, and anxiety disorders, promote sedation, and have a calming effect without affecting clarity of consciousness or neurologic conditions.
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ChEBI Ontology
Outgoing tandospirone (CHEBI:145673) has role antidepressant (CHEBI:35469)
tandospirone (CHEBI:145673) has role anxiolytic drug (CHEBI:35474)
tandospirone (CHEBI:145673) is a N-alkylpiperazine (CHEBI:46845)
tandospirone (CHEBI:145673) is a N-arylpiperazine (CHEBI:46848)
tandospirone (CHEBI:145673) is a bridged compound (CHEBI:35990)
tandospirone (CHEBI:145673) is a dicarboximide (CHEBI:35356)
tandospirone (CHEBI:145673) is a pyrimidines (CHEBI:39447)
tandospirone (CHEBI:145673) is conjugate base of tandospirone(1+) (CHEBI:145674)
Incoming tandospirone(1+) (CHEBI:145674) is conjugate acid of tandospirone (CHEBI:145673)
IUPAC Name
(3aR,4S,7R,7aS)-2-{4-[4-(pyrimidin-2-yl)piperazin-1-yl]butyl}hexahydro-1H-4,7-methanoisoindole-1,3(2H)-dione
INNs Sources
tandospirona WHO MedNet
tandospirone WHO MedNet
tandospirone WHO MedNet
tandospironum WHO MedNet
Synonyms Sources
SM 3997 ChEBI
SM-3997 ChEBI
Manual Xrefs Databases
2563 DrugCentral
D08561 KEGG DRUG
DB12833 DrugBank
Tandospirone Wikipedia
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Registry Number Type Source
87760-53-0 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
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Last Modified
16 December 2019